Top Realtors and Real Estate Agents in Winchester, KY
Rankings based on verified MLS transaction data. Last updated May 2026. No pay-to-play.
Top Agent
(63)
Wayne Elkins
Remax Creative Realty
19 Years of experience
7+ Sales in the last 12 months
Top 2%
in Winchester, KY
$42.9M
All-Time Sales
$140K - $650K
Price Range
6%
Negotiated Off List
Top Agent(159)
Kymberly Clem
eXp Realty
8 Years of experience
100+ Sales in the last 12 months
Top 2.8%
in Winchester, KY
$161.2M
All-Time Sales
$240K - $1.4M
Price Range
5%
Negotiated Off List
Top Agent(95)
Bob Sophiea
eXp Realty
12 Years of experience
240+ Sales in the last 12 months
Top 3.2%
in Winchester, KY
$433.7M
All-Time Sales
$190K - $2.2M
Price Range
7%
Negotiated Off List
Top Agent(151)
Terra Long
Keller Williams Greater Lexington
9 Years of experience
47+ Sales in the last 12 months
Top 4%
in Winchester, KY
$157.2M
All-Time Sales
$200K - $1.1M
Price Range
4%
Negotiated Off List
Top Agent(1)
Beckie Woods
Woods Realty Group
29 Years of experience
6+ Sales in the last 12 months
Top 5.2%
in Winchester, KY
$16.5M
All-Time Sales
$160K - $780K
Price Range
7%
Negotiated Off List
Top Agent(42)
Amy Boone
Sweet Home Ky Realty
19 Years of experience
1+ Sales in the last 12 months
Top 9.6%
in Winchester, KY
$50.9M
All-Time Sales
$180K - $1.9M
Price Range
5%
Negotiated Off List
Top Agent(162)
Colby Davis
ERA Select Real Estate
17 Years of experience
82+ Sales in the last 12 months
Top 10.4%
in Winchester, KY
$230.1M
All-Time Sales
$170K - $2.3M
Price Range
8%
Negotiated Off List
Top Agent(15)
Jon Bentley
Keller Williams Realty Greater Lexington
7 Years of experience
24+ Sales in the last 12 months
Top 11.2%
in Winchester, KY
$30.1M
All-Time Sales
$220K - $580K
Price Range
4%
Negotiated Off List
Top Agent(66)
Vanessa Vale
Keller Williams Bluegrass
22 Years of experience
80+ Sales in the last 12 months
Top 11.6%
in Winchester, KY
$164.6M
All-Time Sales
$210K - $2.3M
Price Range
4%
Negotiated Off List
Top Agent(3)
Katie Wilcox
Milestone Realty Consultants
8 Years of experience
65+ Sales in the last 12 months
Top 13.6%
in Winchester, KY
$105.3M
All-Time Sales
$290K - $1.1M
Price Range
4%
Negotiated Off List
Top Agent(50)
Daphne Jewell
Berkshire Hathaway Home Services
14 Years of experience
17+ Sales in the last 12 months
Top 14%
in Winchester, KY
$101.6M
All-Time Sales
$170K - $650K
Price Range
5%
Negotiated Off List
Top Agent(10)
Kellee Campbell
Sandy Stuart Realty
22 Years of experience
4+ Sales in the last 12 months
Top 14.8%
in Winchester, KY
$25.9M
All-Time Sales
$90K - $940K
Price Range
16%
Negotiated Off List
Top AgentReviews not yet available
Christina Boice
Plum Tree Realty
5 Years of experience
0+ Sales in the last 12 months
Top 18.4%
in Winchester, KY
$6.3M
All-Time Sales
$170K - $400K
Price Range
2%
Negotiated Off List
Top Agent(62)
Andrea Coughtry
Lifstyl Real Estate
10 Years of experience
121+ Sales in the last 12 months
Top 18.8%
in Winchester, KY
$86.6M
All-Time Sales
$300K - $4.3M
Price Range
2%
Negotiated Off List
Winchester Housing Market Trends
Median Sale Price
$222,400
+5.90% year-over-yearMedian Days on Market
43
+13 days year-over-yearSale-to-List Price
98.49%
-2.86% year-over-yearHomes Sold Above List Price
12.5%
-3.5% year-over-yearOff the Market in 2 Weeks
47.8%
+17.8% year-over-yearListings With Price Drops
28.7%
-7.6% year-over-yearMonths of Supply
3.3
Realtors in Winchester
250
Verified MLS market data through May 2026.
How We Rank Winchester Real Estate Agents
Our rankings are built from verified MLS transaction data, not advertising spend. For every agent we analyze more than fifteen performance signals, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results (how far above or below list price an agent's clients actually close), price-point fit, and verified reviews. The agents shown first are those whose verified results put them at the top of the Winchester market today.
Agents cannot pay for placement in these rankings. The underlying data refreshes as new closed transactions are reported, so rankings shift with real market performance. Learn how we rank agents.
Rankings reviewed by Kevin Stuteville, Licensed Florida Real Estate Broker (License BK3068131), Founder of EffectiveAgents.
Data last updated: May 2026
Winchester Real Estate Agent FAQs
How were these Winchester real estate agents ranked?
Rankings are built from verified MLS transaction data. We analyze more than fifteen performance signals for every agent, including sales volume in your city and zip code, recent and all-time transactions, days on market, negotiation results, price-point fit, and verified reviews. Agents cannot pay for placement.
How many real estate agents are in Winchester?
Our data covers 250 real estate agents serving the Winchester area. The count represents agents with transaction activity recorded in our Winchester market data, not simply everyone holding a license.
What does the median sale price in Winchester mean for sellers?
Winchester's median sale price is $222,400 as of May 2026. Half of recent sales closed above that figure and half below. It is a useful baseline for understanding the market, but an experienced local agent will price your home against comparable recent sales in your neighborhood, not the citywide median.
Does it cost anything to use EffectiveAgents?
No. EffectiveAgents is free for home buyers and sellers, with no obligation to work with any agent we match you with.
Do agents pay to be ranked or featured?
No. Agents cannot pay for placement anywhere in these rankings. Positions are earned from verified transaction performance only.
What commission do Winchester realtors charge?
Commissions are negotiable and vary by agent, service level, and transaction. There is no set rate, and recent industry changes have made commission structures more flexible than ever. Discuss the structure directly with your agent before signing a listing or buyer agreement.
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In Winchester